Reaktion #1049

Reaktionsgleichung

methylene chloride

5-amino-2,3,4,5-tetrahydro-1-benzoxepine

ammonium chloride

bromoacetyl bromide

→

compound ( 8 )

Ausbeute 65.0%

5-(2-bromoacetylamino)-2,3,4,5-tetrahydro-1-benzoxepine

Ausbeute 65.0%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextraction
2. 2
   WaschenThe extract was washed with saturated saline
3. 3
   Sonstigedried
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   Sonstigeto obtain a residue which
7. 7
   Sonstigewas then purified by silica gel column chromatography (methylene chloride:methanol=25:1)

Vorschrift

To a 5 ml methylene chloride solution of 150 mg of 5-amino-2,3,4,5-tetrahydro-1-benzoxepine (Japanese Unexamined Patent Publication (Kokai) No. 4-178381) and 0.15 ml of triethylamine was added dropwise, under ice cooling, 0.08 ml of bromoacetyl bromide. This was then stirred at room temperature for 1 hour. To the reaction was added 5 ml of a saturated aqueous solution of ammonium chloride, then extraction was performed with methylene chloride. The extract was washed with saturated saline, dried, filtered, then concentrated under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (methylene chloride:methanol=25:1) to obtain the above-referenced compound (8) in an amount of 165 mg (yield of 65%).

Quelle